
Condo vacation rentals in Cavendish
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Top-rated condo rentals in Cavendish
Guests agree: these condos are highly rated for location, cleanliness, and more.

Elegant Alpine Condo - Golf, Bike & Pool!
Stylishly updated 1-bedroom Whiffletree condo with an upscale alpine feel—minutes from Killington Resort, golf course, and access road. Thoughtfully stocked with essentials, plus a private gear locker for convenience. Unwind at the onsite outdoor pool (open Memorial Day–Labor Day) or explore nearby hiking, biking, and Vermont’s scenic beauty. Comfortably sleeps 4 with a king bed and queen pullout sofa. Pack & Play crib, mattress and sheets available upon request for $25 per stay. Reg #007718

Lovely, light-filled condo in Eastman
This Eastman condo is centrally located for year-round outdoor fun! This multi-level, open concept home can accommodate a large family or three couples looking for a fall color tour, or a ski getaway. Lower level features a game/tv room with a comfy sofa bed. Main floor has a living room with television, dining table that seats six, and a full service kitchen. Upstairs has king bedroom, full bath and cozy reading nook.The charms of New Hampshire surround you in this cozy, light-filled getaway.

Premier Stratton Village Location - Pool & Hot Tub
-- Walk across the street to Stratton Ski Lifts -- Conveniently located near the Stratton Village, this condo places you at the center of all the mountain activities - skiing, mountain biking, events, weddings, shopping & dining. This updated studio includes gas fireplace, AC, stainless appliances, and nice décor. Long Trail House condos boasts underground heated parking, year-round outdoor pool with patio and multiple hot tubs, and sauna. Come visit and relax in the Vermont mountains.

3BR at base of Pico Mountain!
Ski-on/Ski-off!! Our condo is at the base of Pico Mountain and offers amazing views from the private balcony. Enjoy all the benefits of being slope side of Pico Mountain while just 10 minutes away from Killington Resort! Pico Mountain offers 57 trails with 6 lifts and is a family-favorite to avoid some of the weekend crowds at Killington. Less then 1 mile from the Long Trail and Deer Leap overlook hiking trail. Both fantastic must-do hikes when in the area!

AC • Vermont Retreat • Dogs Welcome • Pool & Spa
Coffee on the patio. Mountains turning gold. Your dog already halfway down the trail. That’s summer and fall at The Woods. This spacious dog-friendly 2BR sleeps 6 and features a full kitchen, fireplace, private deck, and access to the indoor pool, hot tub, and spa. Minutes from Killington Bike Park, hiking, golf, and restaurants, it’s the perfect home base for Vermont adventures. Bring the crew. Bring the pup. This is the place guests rebook before checkout.

⭐️Cozy Ski On-Ski Off Wood Fire Place & King Bed
Ski On-Ski Off cozy mountain condo with Real Wood Fire Place and King Size Bed in Sunrise Village on Killington Mountain. Updates include all new furniture in the Master Bedroom & Guest Bedroom, all new top of the line Stainless Steel Appliances in the gourmet kitchen, Tastefully decorated Living Room with new queen size sleep sofa & matching chairs. Simply walk to the end of the parking lot to the Ski On/Off trail. I own the adjoining unit -more info below.

Lovely 1-Bedroom condo with indoor fireplace!
This cozy condo is exactly what a close group of 4-5 people need for a wonderful ski experience. Located centrally in the beautiful town of Ludlow this location is close to everything you could want. It sits on the bus route for Okemo Mountain, and is walkable to groceries, restaurants and bars. "Eight Oh Brew" tap house is located on the base floor of the building. This location has free onsite parking, free firewood and coin laundry machines.

Newly renovated ski retreat at Killington
Located at Mountain Green Resort, Building III. Walk to Snowshed Lodge to begin your day of skiing, or take the free shuttle that will pick you up outside the entrance. After your day of skiing ends and you return to the unit, to experience the many amenities that the resort has to offer: indoor pool, eucalyptus steam room, two spas, sauna, fitness center,. You may prefer to stay in the unit and watch skiers come down the mountain.

CozyCub- Pool, AC, Hiking, Mountain Biking, Tennis
Delight in this friendly, fully renovated (2022) modern ski condo next to Killington's popular Snowshed base area, learn-to-ski trails, and golf course. Shuttle-On / Ski-Off to the condo during peak season. The location is prime for accessing everything the area has to offer. Relax for some streaming after a day on the mountain on the 65" TV. Enjoy the Whiffletree condo association's outdoor pool and tennis courts in the summer.

Okemo Ski-in/Ski-out, Steps to lift Condo
Just steps of walk to the amazing Okemo slopes, C Building is the closest property to the A-Quad/B-Quad lift and this building offers convenient parking right downstairs and free wi-fi (dedicated Xfinity modem, no issue video conference). You’ll love this cozy place with hardwood floor and private balcony and sunshine after skiing. Great sun exposure. Please note there is no AC at this condo complex summer time

One Bedroom Suite Near Okemo
This 675 square foot suite features a master bedroom with king bed and flat screen TV, separate living room with queen sleeper sofa, flat screen TV, and gas fireplace, full size kitchen, dining area, washer & dryer, and private bath with jetted tub. The Suites location in the Pointe hotel gives you access to the indoor pool, hot tub, fitness room and game room.

Stylish downtown loft - walk to restaurants/shops
Newly renovated condo at The Mill in downtown Ludlow. Walk to restaurants, bars and shops. Cozy up in front of the fireplace while watching your favorite movie on our 80" TV with sound system. Large enough to invite your friends and family but cozy enough for a romantic getaway. On the Okemo shuttle route.
Popular amenities for Cavendish condo rentals
Weekly condo rentals

Above the Mat - Downtown 1 Bedroom Condo

Great Amenties-Seasons Condo gym-sport center-pool

Four Seasons Slope-side Getaway at Mount Snow

3-Bedroom Condo in the heart of the Village @Okemo

Hike, Bike, Fish, or Golf! A/C at home!

Sunrise Bear Ridge: 4BR, 3BA Ski In/Ski Out Condo

condo and Castle Hill Resort, near Okemo ski area

3BR @ Okemo for summer fun!
Pet-friendly condo rentals

Cozy Ski Condo In Historic Mill - on shuttle route

Foliage and Ski Retreat by Woodstock & Killington

Dorset, Vermont mountain retreat

A Sweet Suite! Modern. Pool. 2RM/2BA. Shuttle. 532

Trailside Village #1: Ski In Ski Out 1BR. Hot Tub.

2 Bedroom Condo & Loft- POOL + Wine Bar/Cafe!

Magical Ski-In/Ski-Out Condo at Magic w/ game room

The Otto: A Warm and Cozy Ski In + Ski Out Lodge
Condo rentals with a pool

105 Fox Hollow Village Pvt - Red Fox - Unit B-4

Summer Dream! The Handle Lodge at Snowtree Condos

FUN 2BR/2BA Condo – Pool, Spa & Walk to Lift!

Cozy Mountain Retreat w Views | Pool, Hot Tub, Ski

Bike park open Cozy 2 Bedroom .2 mi to lift

Winterplace - Steps away from Slopes

A Village location, Steps to the Lifts & Village

#45 Luxury Ski & Summer Condo with Private Sauna
When is the best time to visit Cavendish?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R5,333 ZAR | R5,333 ZAR | R4,230 ZAR | R3,127 ZAR | R3,127 ZAR | R2,930 ZAR | R3,473 ZAR | R3,061 ZAR | R3,193 ZAR | R3,539 ZAR | R4,049 ZAR | R4,822 ZAR |
| Avg. temp | -5°C | -4°C | 1°C | 8°C | 14°C | 18°C | 21°C | 20°C | 16°C | 9°C | 4°C | -2°C |
Quick stats about condo rentals in Cavendish

Total vacation rentals
Explore 20 vacation rentals in Cavendish

Nightly prices starting at
Cavendish vacation rentals start at R1,975 ZAR per night before taxes and fees

Verified guest reviews
Over 820 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Cavendish vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Cavendish rentals

4.8 Average rating
Cavendish stays are highly rated by guests—averaging 4.8 out of 5!
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- Condo rentals Windsor County
- Condo rentals Vermont
- Condo rentals United States
- Okemo Mountain Resort
- Stratton Mountain
- Killington Resort
- Pats Peak Ski Area
- Monadnock State Park
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Pico Mountain Ski Resort
- Tenney Mountain Resort
- Fort Ticonderoga
- Ragged Mountain Resort
- Fox Run Golf Club
- Hildene, The Lincoln Family Home
- Dartmouth College
- Bromley Mountain Ski Resort
- Montshire Museum of Science
- Mount Sunapee Resort
- Emerald Lake State Park
- Crotched Mountain Ski and Ride
- Mount Monadnock
- Southern Vermont Arts Center
- Warren Falls
- Camp Plymouth State Park





